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Unformatted text preview: d. Thiolate (NaSR) e. Amines 5) Robinson annulation = Michael addition + aldol condensation Part I: Anomeric Effect 1. Explain the following observation by a frontier molecular orbital (FMO) argument. Be sure to label the relevant donor-acceptor interactions and provide a clear diagram showing the interacting orbitals. The infrared stretching frequency for the C=N bond for compound 1 , below, is greater than the stretching frequency for the C=N bond in compound 2 . Review 5 Weekly Review Lecture Chem S 20ab Part II: Mechanisms 2. Provide a curved arrow mechanism for each reaction. a. b. Part III: Synthesis 3. Provide a complete synthetic route from the given starting material to the indicated product. Unless otherwise indicated, you may use any organic or inorganic reagents. a. b. c. Review 5 Weekly Review Lecture Chem S 20ab d. e. f. g. h. i....
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